77664-74-5

Usage

InChI:InChI=1/C11H10O5/c1-16-10-5-3-2-4-7(10)8(12)6-9(13)11(14)15/h2-5H,6H2,1H3,(H,14,15)

Upstream product

• 553-90-2 Dimethyl oxalate 
• 579-74-8 2-Methoxyacetophenone 
• 95-92-1 oxalic acid diethyl ester 
• 135-02-4 ortho-anisaldehyde 
• 100-66-3 methoxybenzene 

Downstream Products

• 77664-82-5 6-hydroxy-9-(2-methoxyphenyl)-1-oxo-1H-phenalene-7-carboxylic acid 
• 915963-15-4 6-(2-methoxyphenyl)-2-(methylthio)pyrimidine-4-carboxylic acid 
• 179242-99-0 5-(2-methoxyphenyl)furan-2,3-dione 

Relevant academic research and scientific papers

Furan-2,3-diones as masked dipoles: synthesis of isotetronic acids and mechanistic considerations

The formal dipolar behaviour of furan-2,3-diones is illustrated by their reaction with ethyl glyoxylate under Lewis basic activation uniquely, giving access to isotetronic derivatives. The Janus-type nature of the activated species, both nucleophilic and

5-Aryl-1H-pyrazole-3-carboxylic acids as selective inhibitors of human carbonic anhydrases IX and XII

Inhibitory activity of a congeneric set of 23 phenyl-substituted 5-phenyl-pyrazole-3-carboxylic acids toward human carbonic anhydrase (hCA, EC 4.2.1.1) isoforms I, II, IX and XII was evaluated by a stopped-flow CO2 hydrase assay. These compounds exerted a clear, selective inhibition of hCA IX and XII over hCAI and II, with Ki in two to one digit micromolar concentrations (4-50 μM). Derivatives bearing bulkier substituents in para-position of the phenyl ring inhibited hCA XII at one-digit micromolar concentrations, while derivatives having alkyl substituents in both ortho- and meta-positions inhibited hCA IX with Kis ranging between 5 and 25 μM. Results of docking experiments offered a rational explanation on the selectivity of these compounds toward CA IX and XII, as well as on the substitution patterns leading to best CA IX or CA XII inhibitors. By examining the active sites of these four isoforms with GRID generated molecular-interaction fields, striking differences between hCA XII and the other three isoforms were observed. The field of hydrophobic probe (DRY) appeared significantly different in CA XII active site, comparing to other three isoforms studied. To the best of our knowledge such an observation was not reported in literature so far. Considering the selectivity of these carboxylates towards membrane-associated over cytosolic CA isoforms, the title compounds could be useful for the development of isoform-specific non-sulfonamide CA inhibitors.

Modulators of ATP-binding cassette transporters

4-amido-pyrimidine compounds, derivatives and compositions thereof, and synthetic methods described herein are useful for modulating ATP-Binding Cassette (“ABC”) transporters or fragments thereof, including Cystic Fibrosis Transmembrane Conductance Regula

Colouring Matters of Australian Plants.XXIII.A New Synthesis of Arylphenalenones and Naphthoxantenones

Condensation of naphthalene-2,7-diol with 2,4-dioxo-4-phenylbutanoic acid gives 6-hydroxy-1-oxo-9-phenyl-1H-phenalene-7-carboxylic acid which is readily converted into the lactone and on treatment with diazomethane forms only methyl 6-methoxy-1-oxo-9-phenyl-1H-phenalene-7-carboxylate.Analogous reactions of other 4-aryl-2,4-dioxobutanoic acids with naphthalene-2,7-diol or with 3,6-dimethoxynaphthalene-2,7-diol give easy access to arylphenalenones and naphthoxanthenones related to natural pigments.